Nu-cyclohexyl nicotinamide



. Patented June 13, 1950 2,510,945 N-CYCLOHEXYL NICOTINAMIDE Charles 0. Badgett, Glenside, and Charles F. Woodward, Abington, Pa., assignors to the United States of America as represented by the Secretary of Agriculture No Drawing. Original application April 24, 1945,

Serial No. 590,103. Divided and this application September 3, 1947, Serial No. 772,008

. Claims. (Cl. 99-11) (Granted under the act of March 3, 1883, as amended April 30, 1928; 3'70 0. G. 757) This application is made .under the act of March 3, 1883, as amended by the act of April 30, 1928, and the invention herein described and claimed, if patented, may be manufactured and used by or for the Government of the United States of America for governmental purposes without the payment to us of any royalty thereon.

This is a division of our copending application Serial No. 590,103, filed April 24, 1945, now,

abandoned This invention relates to new compositions of matter comprising derivatives of nicotinamide chloroform. Filter on and recover the 48 gms. (0.39 mole) of unreacted nicotinic acid. Boil the chloroform solution of cyclohexylnicotina-' mide with Norit and filter. Add petroleum ether to the chloroform solution until precipitation of the amide starts. Cool the solution and filter off the cyclohexylnicotinamide. A yield of 68.6

- per cent or 60.4 gms. of the desired product is and nicotinic acid, and more'particularly N-cyclohexyl nicotinamide.

Nicotinamide and nicotinic acidare organic compounds of the vitamin B serieswhich are v used in medicinals, pharmaceuticals, and food because of their specific action in the prevention of pellagra. However, in the fortification of foods, the use of these compounds is somewhat limited because of their solubility in water. For example, in the fortification of corn grits, white rice, and other food material which is rinsed prior to cooking, much of these compounds is lost in the washing process.

One of the objects of this invention is the pro- However, it is moderately soluble in organic solvents and, therefore, may be used for the preparation of solutions suitable for impregnating or depositing on .food products. It is also willciently stable to the action of water so that it undergoes little or no hydrolysis during washing DI'OCBSSBS.

N-cyclohexyl nicotinamide maybe prepared as follows: Heat together 81.0 gms. (0.82 mole) cyclohexylamine and 101.0 gms. (0.82 mole) nicotinic acid at 225 to 250 C. for thirty minutes. 0001 the reaction mixture and add 500 cc. of

obtained based on the nicotinic acid consumed in the reaction. The melting point is 140.0-140.4 C. after one recrystallization from chloroformpetroleum ether.

Analysis, calcd: C 70.55%, H 7.90%, N 13.72%; Found: C 70.49%, H 7.43%. N 13.39%.

Having thus described our invention, we claim:

1. Ananti-pellagra, anti-convulsant, and antispasmodic agent comprising N-cyclohexyl nicotinamide.

2. In a method of vitamin fortifying foods which are water-rinsed or water-processed subsequent to fortification, the improvement comprising vitamin fortifying with N-cyclohexyl nicotinamide.

3. A mixture of rice and N-cyclohexyl nicotinamide as vitamin fortifying agent.

4. A mixture of corn grits and N-cyclohexyl nicotinamide as vitamin fortifying agent.

5. A food, vitamin fortified with N-cyclohexyl nicotinamide, the food being one which is waterprocessed subsequent to fortification and prior to consumption.

' CHARLES O; BADGE'I'I.

CHARLES F. WOODWARD.

REFERENCES CITED The following references are of record in the file of this patent:

UNITED STATES PATENTS Name Date Bousquet July 18, 1939 OTHER REFERENCES Number 

1. AN ANTI-PELLAGRA, ANTI-CONVULSANT, AND ANTISPASMODIC AGENT COMPRISING N-CYCLOHEXYL NICOTINAMIDE. 